410470
5-Bromo-2-hydroxy-3-methoxybenzaldehyde
97%
Synonym(s):
5-Bromo-3-methoxysalicylaldehyde
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About This Item
Linear Formula:
BrC6H2(OH)(OCH3)CHO
CAS Number:
Molecular Weight:
231.04
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
97%
form
solid
mp
125-127 °C (lit.)
functional group
aldehyde
bromo
SMILES string
COc1cc(Br)cc(C=O)c1O
InChI
1S/C8H7BrO3/c1-12-7-3-6(9)2-5(4-10)8(7)11/h2-4,11H,1H3
InChI key
MMFKBTPDEVLIOR-UHFFFAOYSA-N
Application
5-Bromo-2-hydroxy-3-methoxybenzaldehyde may be employed for the following syntheses:
- ailanthoidol, via Stille coupling
- 6-bromo-8-methoxy-3-(methoxycarbonyl)-2H-chromen-2-one
- benzimidazole-based ligand, 2-(1H-benzoimidazol-2-yl)-4-bromo-6-methoxy-phenol (HL)
- chromogenic reagent, 5-bromo-2-hydroxy-3-methoxybenzaldehyde-p-hydroxy benzoic hydrazone
- (E)-N′-(5-bromo-2-hydroxy-3-methoxybenzylidene)-2-hydroxybenzohydrazide monohydrate
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Shun-Yu Lin et al.
The Journal of organic chemistry, 68(7), 2968-2971 (2003-03-29)
Ailanthoidol 1, which can be isolated from Chinese herbal medicine, is achieved in which the longest linear sequence is only six steps in 48% overall yield from commercially available 5-bromo-2-hydroxy-3-methoxybenzaldehyde. The key transformations in the synthesis are the Stille coupling
Transformation of a luminescent benzimidazole-based Yb3 cluster into a one-dimensional coordination polymer.
Yang X, et al.
Crystal Growth & Design, 10(2), 970-976 (2009)
Direct Spectrophotometric Determination of Ni (II) Using 5-Bromo-2-hydroxyl-3-methoxybenzaldehyde-4-hydroxy benzoichydrazone.
Saritha B and Reddy TS.
J. Appl. Chem., 7(3), 22-26 (2014)
(E)-N'-(5-Bromo-2-hydroxy-3-methoxybenzylidene)-2-hydroxybenzohydrazide monohydrate.
Zhao S, et al.
Acta Crystallographica Section E, Structure Reports Online, 68(7), 2040-2040 (2012)
Pedro Verdía et al.
Molecules (Basel, Switzerland), 16(6), 4379-4388 (2011-05-31)
The ionic liquid 1,3-dimethylimidazolium methyl sulfate, [MMIm][MSO₄], together with a small amount of water (the amount taken up by the ionic liquid upon exposure to air), acts efficiently as both solvent and catalyst of the Knoevenagel condensation reactions of malononitrile
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